Not specifically for iTunes.
The normal (Simple) way to send a series, is to use tag browser and select the series there. The select (all) the results and select Send in your normal manor
BTW The Kindle Collections PI is for a device that allows (and supports Lists) of the SAME book appearing more than once, dependent on what Collection you choose to look at.
If you have sub-series, consider (configuring and) using hierarchical notation if YOUR device/interface supports that.
ex:
Star Trek
Star Trek.DS9
Star Trek.TNG
Think of that as nested folders (DS9,TNG being folders in Star Trek).
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